4-Amino-m-cresol → 4-(4-Hydroxy-2-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

HRID 1935110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1935110
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]#[N:17].Cl.N1C=CC=CC=1.[NH2:25][C:26]1[C:27]([CH3:33])=[CH:28][C:29]([OH:32])=[CH:30][CH:31]=1>C(OCCO)C>[OH:32][C:29]1[CH:30]=[CH:31][C:26]([NH:25][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:16]#[N:17])=[C:27]([CH3:33])[CH:28]=1

Komponenten

5

Edukt 3

HCID 178194-Amino-m-cresolHCID 10176127Pyridinium chlorideHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

Produkt 1

HCID 224666394-(4-Hydroxy-2-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrileAusbeute 90,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8076Glycol monoethyl etherLösungsmittel

Versuchsvorschrift

Using an analogous procedure to that described in Example 286, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile in 15 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 147.8 mg (1.2 mmol) of 4-amino-m-cresol to give 304.6 mg (90.9%) of the product as a salmon solid, m.p.>250° C., mass (electrospray, m/e): M+H 335.9

Quellen und Nachweise

ORD-Eintrag
ord-f1f23a1d7096480785fd14ec92ec9d6e
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06384051B1

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